Eastern Shore Luxury Holidays

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Top Luxury Eastern Shore Hotels

Inn at Perry Cabin
Inn at Perry Cabin
5 out of 5
308 Watkins Ln, St. Michaels, MD
  • 2 hours drive from Ocean City Boardwalk
Book a stay at this luxury hotel in St. Michaels. Enjoy free WiFi, free valet parking, and a full-service spa. Our guests praise the helpful staff in our reviews. ...
9.4/10 Exceptional! (352 reviews)
"We loved our stay at the Inn at Perry Cabin! It was so beautiful, quiet, clean, cute, and spacious. The restaurants in the resort are amazing and the food was outstanding. Everyone is so welcoming and kind. There are great amenities to offer. We enjoyed the pool. There is a nice downtown area with ..."

Reviewed on 3 Jul. 2025

Inn at Perry Cabin
Inn at 202 Dover
Inn at 202 Dover
5 out of 5
202 East Dover Street, Easton, MD
  • 2 hours drive from Ocean City Boardwalk
Stay at this 5-star luxury inn in Easton. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Avalon Theatre and Customs House are located ...
Very romantic and beautiful Inn!
"We stayed in the French Room at the Inn at 202Dover in Easton, MD. We were welcomed by the manager, Vincent. The room was just as beautiful as it looked in the photos! The whole inn is a gem! The only thing I didn't end up trying was the hydrojet massage bathtub. There were directions in the guest ..."

Reviewed on 28 Apr. 2019

Inn at 202 Dover
Lighthouse Club Hotel
Lighthouse Club Hotel
3 out of 5
200 56th Street, Ocean City, MD
  • 8 min drive from Ocean City Boardwalk
Stay at this 3-star luxury hotel in Ocean City. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular ...
9.4/10 Exceptional! (551 reviews)
Awesome hotel
"Amazing place great rooms very comfortable very clean. The snacks in the rooms were awesome. The fresh fruit was amazing it’s a nice and quiet place right on the water kinda feel like you are secluded from everyone. Nice balcony’s also"

Reviewed on 4 Jul. 2025

Lighthouse Club Hotel
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.